Coaching Packages

Wingman

Are you ready to become the confident, intentional dater you’ve always wanted to be? The Wingman Package is more than just dating advice—it’s a complete transformation tailored to help you unlock your potential, elevate your relationships, and step into your power.

Cycle Breaker

We are a product of our environments, it’s true. But at some point in our lives, we become aware of this fact. And our new awareness presents us with a choice. We get to choose to feel sorry for ourselves and continue on the way we are, or we get to dig deep. This month long package helps you figure out exactly why you are the way you are, break the cycle holding you back and learn to become the most attractive version of yourself possible.

Rebound

Rebound With Purpose: Rediscover Yourself Before Jumping Back In

It’s easy to let loneliness push you into the arms of someone new when you’re trying to move on—but is that really what you need? The truth is, the best rebound isn’t with another person—it’s with yourself.

That’s where the Rebound Package comes in. Over the course of this transformative 2 month-long journey, you’ll focus on rebuilding your confidence, redefining your standards, and falling back in love with the most important person in your life—you. By the end, you won’t just be ready to reenter the dating world—you’ll be stepping into it with clarity, self-assurance, and a whole new perspective.

Are you ready to make yourself the rebound you deserve?

Intro Session

Your First Step Toward Relationship Success

Not ready to commit to a full package yet? That’s okay! The Intro Session is designed to give you a taste of what working together can do for your love life.

During this one-on-one session, we’ll dive into your current situation, uncover your goals, and explore how to overcome the challenges holding you back. Whether you’re navigating heartbreak, struggling in your current relationship, or ready to level up your dating game, this is your chance to gain clarity and start building a path forward—all tailored to you.

Let’s take that first step together. Your journey to success starts here.

Image Consulting & LifeStyle Photoshoot

It’s such a shame how despite all the gifts we bring to a relationship there are countless & amazing opportunities constantly escaping us because our personal image has been lacking . If you recognize room for improvement in your style, communication, and online brand; I can help.

Speed Dating

Speed Dating is one of the best ways to meet amazing singles who are looking to find someone special. Want to be considered for Brock's next Speed Dating experience?

Event Cost: $50-75

MatchMaking

Whether you’ve been off the market for a few weeks, months, years, or decades, getting back out there is no easy feat, especially if you’re not confident about how to start dating again. Common sense might urge you to be vulnerable, open yourself up for possible rejection, and be okay with the notion of kissing a few frogs in the process of finding a compatible partner. Sound intimidating? No problem if so, because it can be!

Intake Cost: $100 Match Cost: $1650

How We’ll Communicate

  • Quick Advice

    Quick Advice will be conducted via FB Messenger or Instagram.

    Direct cell phone texting no available**

  • Virtual Coaching

    Virtual sessions will be conducted via zoom or mutually agreed upon platform.

    *All virtual sessions are recorded to help ensure a high quality experience and may be reused for marketing purposes at Brock Olsen's discretion while also maintaining 100% client confidentiality.